72049-87-7Relevant academic research and scientific papers
A continuous Michael and aldol coupling of α,β-enones catalyzed by iridium complexes
Matsuda, Isamu,Makino, Tatsuya,Hasegawa, Yuki,Itoh, Kenji
, p. 1409 - 1412 (2000)
Ir[(COD)(PPh3)2]OTf activated by H2 molecule catalyzes Michael-type coupling of α,β-enones with enoxysilanes to give 1,5-dicarbonyl compounds after the subsequent protodesilylation. An identical catalyst system makes it possible to attain a continuous Michael and aldol modification toward α,β- enones in a one-pot operation. (C) 2000 Elsevier Science Ltd.
ASYMMETRIC MICHAEL ADDITIONS OF ESTER ENOLATES TO ENANTIOMERICALLY PURE VINYLIC SULFOXIDES SYNTHESIS OF 3-SUBSTITUTED GLUTARATE ESTERS IN HIGH ENANTIOMERIC PURITY
Posner, Gary H.,Weitzberg, Moshe,Hamill, Terence G.,Asirvatham, Edward,Cun-heng, He,Clardy, John
, p. 2919 - 2929 (2007/10/02)
Various ester enolate ions add as Michael donors to enantiomerically pure Michael acceptor cycloalkenone sulfoxides 1a and 1b and unsaturated lactone sulfoxides 3a and 3b.The level of asymmetric induction in some cases is extraordinarily high (>=95percent
Convenient Synthesis of Jasmonoid Compounds from γ-(Trimethylsiloxy)butyronitrile
Matsuda, Isamu,Murata, Shizuaki,Izumi, Yusuke
, p. 237 - 240 (2007/10/02)
1,4-Dioxygenated compounds 4 are constructed by the addition of a Grignard reagent to γ-(trimethylsiloxy)nitriles 1,2, and 3 and subsequent hydrolysis.Oxidation of 4 with pyridinium chlorochromate or Jones reagent yields compounds 5 which are used to produce cyclopentenones 6.Methyl jasmonate and methyl dihydrojasmonate are made by the conjugate addition of silylated ketene acetal 9 to 6a and 6b, respectively, and subsequent protodesilylation. γ-Jasmolactone is also derived from 4a by oxidation with pyridinium dichromate in DMF followed by reduction with NaBH4 in ethanol.
